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Azetidine

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Name

Azetidine

EINECS 207-963-8
CAS No. 503-29-7 Density 0.851 g/cm3
PSA 12.03000 LogP 0.30850
Solubility miscible in water Melting Point -70°C
Formula C3H7N Boiling Point 64.9 °C at 760 mmHg
Molecular Weight 57.0953 Flash Point ?5°F
Transport Information UN 2733 3/PG 2 Appearance clear colorless liquid
Safety 16-26-36/37/39-45 Risk Codes 11-34
Molecular Structure Molecular Structure of 503-29-7 (Azetidine) Hazard Symbols FlammableF,CorrosiveC
Synonyms

1,3-Propylenimine;Azacyclobutane;Azete, tetrahydro-;Trimethylenimine;

Article Data 38

Azetidine Synthetic route

Conditions
ConditionsYield
With potassium hydroxide In water at 20 - 95℃; for 3h; Inert atmosphere;89%
With sodium hydroxide In dichloromethane; water
With sodium hydroxide In water at 20℃; for 1h;
With potassium hydroxide In water
With sodium hydroxide In water at 20℃; for 1h;18 g

potassium hydroxide

503-29-7

azetidine

Conditions
ConditionsYield
In water at 90℃;85%
107128-00-7

N-benzhydryl azetidine

503-29-7

azetidine

Conditions
ConditionsYield
With hydrogenchloride; potassium hydroxide; hydrogen; palladium on activated charcoal 1.) methanol, 60 deg C, 40 - 80 psi, 2 h, 2.) 100 deg C;83%

azetidine hydrogen perchlorate

503-29-7

azetidine

Conditions
ConditionsYield
With sodium; ethylene glycol81%
616-47-7

1-methyl-1H-imidazole

6276-54-6

3-chloropropylamine hydrochloride

A

503-29-7

azetidine

B

1-(3-aminopropyl)-3-methyl-1H-imidazol-3-ium chloride

Conditions
ConditionsYield
With triethylamine at 170℃; for 0.025h; microwave irradiation;A n/a
B 65%
107128-00-7

N-benzhydryl azetidine

A

503-29-7

azetidine

B

54262-75-8

N-γ-aminopropyltrimethyleneimine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol other solvents;A 50%
B n/a
78064-88-7

3-<(Triphenylphosphoranylidene)amino>-1-propanol

A

503-29-7

azetidine

B

71-43-2

benzene

Conditions
ConditionsYield
Heating;A 33%
B 15%
78064-88-7

3-<(Triphenylphosphoranylidene)amino>-1-propanol

503-29-7

azetidine

Conditions
ConditionsYield
at 190℃; for 1.5h;29%
1071-29-0

3-aminopropyl hydrogen sulfate

503-29-7

azetidine

Conditions
ConditionsYield
With sodium hydroxide
7730-45-2

1-(toluene-4-sulfonyl)azetidine

503-29-7

azetidine

Conditions
ConditionsYield
With pentan-1-ol; sodium at 120℃;
With ammonia; sodium

Azetidine Specification

The Azetidine, with the CAS registry number 503-29-7 and EINECS registry number 207-963-8,  is a heterocyclic organic compound. And the molecular formula of this chemical is C3H7N. It is a kind of clear colorless liquid, and belongs to the class of four membered rings and it contains a nitrogen atom. It is sensitive to moisture and air, and should be stored at 2-8°C with the shielding gas argon.

The physical properties of Azetidine are as following: (1)ACD/LogP: -0.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.3; (4)ACD/LogD (pH 7.4): -3.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.426; (14)Molar Refractivity: 17.18 cm3; (15)Molar Volume: 67 cm3; (16)Polarizability: 6.81×10-24cm3; (17)Surface Tension: 27.1 dyne/cm; (18)Density: 0.851 g/cm3; (19)Enthalpy of Vaporization: 30.69 kJ/mol; (20)Boiling Point: 64.9 °C at 760 mmHg; (21)Vapour Pressure: 162 mmHg at 25°C.

Uses of Azetidine: It can react with bis-(3-amino-propyl)-amine to produce N,N'-bis-(3-amino-propyl)-propanediyldiamine. This reaction will need catalyst palladium black. The reaction time is 12 hours with temperature of 120°C, and the yield is about 75%.

Azetidine can react with bis-(3-amino-propyl)-amine to produce N,N'-bis-(3-amino-propyl)-propanediyldiamine

You should be cautious while dealing with this chemical. It is a kind of highly flammale chemical which may cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: N1CCC1
(2)InChI: InChI=1/C3H7N/c1-2-4-3-1/h4H,1-3H2
(3)InChIKey: HONIICLYMWZJFZ-UHFFFAOYAE

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